Toxoflavin

Toxoflavin ^{[1] [2]}

Names
IUPAC name 1,6-Dimethylpyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione
Other names Toxoflavine; Xanthothricin; Xanthotricin
Identifiers
CAS Number	84-82-2  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80729
ChEMBL	ChEMBL578512  Y
ChemSpider	59912  Y
ECHA InfoCard	100.213.079
PubChem CID	66541
UNII	5N5YI4IP1P  Y
CompTox Dashboard (EPA)	DTXSID00861658
InChI InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3 Y Key: SLGRAIAQIAUZAQ-UHFFFAOYSA-N Y InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3
SMILES O=C2\N=C1C(=N/C=N\N1C)\C(=O)N2C
Properties
Chemical formula	C7H7N5O2
Molar mass	193.166 g·mol−1
Appearance	Bright yellow solid
Melting point	172 to 173 °C (342 to 343 °F; 445 to 446 K) (decomposes)
Hazards
GHS labelling: [3]
Pictograms
Signal word	Danger
Hazard statements	H300
Precautionary statements	P264, P270, P301+P316, P321, P330, P405, P501
Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.7 mg/kg (IV, mouse) 8.4 mg/kg (oral, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

Toxoflavin is a toxin produced by a variety of bacteria including Burkholderia gladioli . It also has antibiotic properties. ^[4]

Toxoflavin acts as a pH indicator, changing between yellow and colorless at pH 10.5. ^[1]

References

1. Merck Index , 11th Edition, 9480
2. Toxoflavin, at the Comparative Toxicogenomics Database
3. "Xanthothricin". PubChem. Retrieved 2026-02-13.
4. Machlowitz, Roy A.; Fisher, W. P.; McKay, Betsey S.; Tytell, Alfred A.; Charney, Jesse (1954). "Xanthothricin, a new antibiotic". Antibiotics & Chemotherapy (Northfield, Ill.). Antibiotics and Chemotherapy. 4 (3): 259–261. PMID   24542943.